Chemical Composition and Intraspecific Variability of the Essential Oils of Five Populations of Hypericum triquetrifoliumTurra Growing in North Tunisia (original) (raw)

Essential oil composition of Hypericum triquetrifolium Turra. aerial parts

The Italian journal of biochemistry

The essential oil obtained by hydrodistillation from the aerial parts of Tunisian endemic Hypericum triquetrifolium Turra (Clusiaceae) was analyzed using GC and GC-MS. One hundred and nine compounds consisting of 92.2% of total detected constituents were identified. Sesquiterpene hydrocarbons were the main constituents (59.37%), Alpha-humulene, cis-calamenene, δ-cadinene, bicyclogermacrene, eremophilene, βcaryophyllene and (E)-γ-bisabolene were found as the main ones. Alpha-pinene (10.33%) was detected as the main monoterpene hydrocarbons (12.19%). The oxygenated sesquiterpenes constituted (9.33%); caryophyllene oxide (1.38%) was reported as the main constituent of this fraction. The oxygenated monoterpenes were weakly represented (4.62%) and consisted of constituents in low percentages (<1%).

Volatile constituents of two Hypericum species from Tunisia

Natural product communications, 2011

The chemical composition of the essential oils obtained by hydrodistillation from the aerial parts of the Tunisian Hypericum perforatum and H. ericoides ssp. roberti was elucidated by a combination of GC and GC-MS analyses. The main constituents of the oil of H. perforatum were alpha-pinene (11.8%), alpha-ylangene (10.4%), germacrene-D (9.5%), n-octane (6.5%) and alpha-selinene (5.9%). The oil of H. ericoides ssp. roberti exhibited a higher amount of aliphatic and branched hydrocarbons and the main constituents were n-octane (29.1%), alpha-pinene (10.9%), pulegone (7.7%) and acetophenone (7%). Both qualitative and quantitative differences were observed between the studied oils. This chemical variability seems likely to result from the genetic variability, since samples of both species were collected at the same location and processed under the same conditions.

Essential oil composition of Hypericum perfoliatum L. and Hypericum tomentosum L. growing wild in Tunisia

Industrial Crops and Products, 2008

The essential oils obtained by hydrodistillation from the aerial parts of Tunisian native Hypericum perfoliatum L. (sect. Drosocarpium Spach.) and Hypericum tomentosum (sect. Adenosepalum Spach.) were analyzed by GC and GC-MS. Thirty-two compounds were identified in the essential oils of H. perfoliatum with ␣-pinene (13.1%), allo-aromadendrene (11.4%), germacrene-D (10.6%), n-octane (7.3%), ␣-selinene (6.5%) and ␤-selinene (5.5%) as main constituents. Sixty-seven components were identified in the oil of H. tomentosum with menthone (17.0%), n-octane (9.9%), ␤-caryophyllene (5.3%), ␣-pinene (5.2%), lauric acid (4.1%) and ␤-pinene (3.7%) as the most abundant components. Both oils were characterized by the presence of many components which could have numerous applications in food, pharmaceutical and perfume industries.

Chemical characterization of the essential oil compositions from Iranian populations of Hypericum perforatum L

Hypericum perforatum L. (St. Johns' wort) is the most commercially important species of the genus Hypericum and contains a wide range of components including naphthodianthrones, phloroglucinols, tannins, xanthones, phenolic acids and essential oil. In the present study, for the first time the variation of the essential oil compositions among 10 wild populations of H. perforatum growing in Iran was assessed. According to the GC-FID and GC–MS analyses, a total of forty-six components were identified in 10 H. perforatum populations with relatively high variation in their composition. Among chemicals, 2,6-dimethyl-heptane (6.25–36.07%), ˛-pinene (5.56–26.03%), ı-cadinene (0.0–22.58%) and-cadinene (0.0–16.9%) were found as the most abundant compounds in their essential oils. The higher amounts of this components were identified in the oil of Azadshahr, Kharw, Nor and Mashhad populations, respectively. Cluster analysis grouped the studied populations into four different chemotypes: chemotype I (ı-cadinene/˛-humulene), chemotype II (˛-pinene), chemotype III (-cadinene) and chemotype IV (2,6-dimethyl-heptane/˛-pinene). In fact, local abiotic factors such as moisture, temperature, topography, edaphic and/or biotic selective factors (associated fauna and flora) act on loci of the terpene-biosynthesis pathways and contribute to the emergence of different chemical oil profiles. Intraspecific variation in the chemical profile of the Iranian populations provided possibility of selection of those with specific aromas or chemical profiles accompanied with biological document, being of interest at industrial level. Obtained results provided new insight for Iranian H. perforatum germplasm to be used in breeding programs and development of effective conservation strategies.

GC-Mass Spectormetry Profiling of Essential Oils from Aerial Parts of Hypericum triquetrifolium Turra using ITEX and HD Methods

Passer Journal of Basic and Applied Sciences

Hypericum (H.) triquetrifolium contains numerous bioactive molecules in the aerial parts. Such molecules have numerous biological activities, including antioxidant, anti-inflammatory, antidepressant, antimicrobial, antifungal, antiviral, and anticonvulsant compounds. Despite the presence of H. triquetrifolium in Iraq, no previous studies have examined the biochemical contents of plant in the region. This study is carried out to evaluate the variability of the essential oil profile of aerial parts of Hypericum triquetrifolium Turra. Samples were also analyzed using gas chromatography-mass spectrometry (GC-MS) with two different extraction methods, namely in-tube extraction (ITEX) dynamic headspace and hydrodistillation (HD). A total of thirty-three, forty-three, and thirty-nine compounds were identified in stem, leaves, and flowers, respectively. Monoterpene hydrocarbons were the main compounds in the essential oil extracted from different parts. The highest constituent detected in the ITEX/GC-MS in stem parts was alpha-pinene (20.47%). On the other hand, the predominated compound of the essential oil detected by the HD method was cubenol (26.72%). The essential oil extracted from leaves by ITEX and HD methods showed 43 compounds. ITEX/GC-MS detected 32 products in the essential oil of leaves; vubenol was the highest (23.64%), and Using ITEX and HD/GC-MS, a subset of 39 chemical components in H. triquetrifolium essential oil were detected in the flower. Twenty-five out of 39 compounds, were analyzed by ITEX/GC-MS. The main constituent was 3-methyl-nonane (27.76%). HD/GC-MS method was characterized by detecting 23 components in flower oil. The major chemical structure identified in the essential oil in flower by HD/GC-MS was the monoterpene hydrocarbon represented by alpha-pinene (18.39%). Our data indicates that the ITEX method is more accurate than HD in the separation of essential oil components in this plant.

Comparison between Hypericum triquetrifolium Leaves and Derived Calli in Essential Oil Content

Journal of Al-Nahrain University-Science

The analysis of essential oil using the in-tube extraction technique (ITEX) from the plant leaves and derived calli (fresh calli, dry calli and cell suspension culture) of Hypericum triquetrifolium Turra., initiated from leaves. The plant grows wild in Kurdistan region of Iraq. Studied parameters were determined using in-tube extraction coupled with gas chromatography-mass spectrometry system (ITEX/ GC-MS). A total of 33 compounds were identified as essential oils in leaves, the dominant constituents were measured such as Hexenal, (E) (12.63%), Octane, 2,3,3-trimethyl (11.36%), Pentadecane, 7-methyl-(9.7%), Undecane (6.15%) and alpha.-Pinene (5.75%), while the analysis of fresh calli derived from leaves showed 22 types of essential oil; Dodecane (23.78%), Nonane, 3-methyl-(10.45%), Limonene (9.68%), Furan, 2-pentyl-(9.11%), Toluene (8.18%) and Undecane (7.45%). On the other hand, 21 oil components were found in dry calli; the major compounds were identified as Limonene (17.18%), Undecane (12.21%), Beta.-Myrcene (5.51%) and Toluene (4.93%). However, only 23 oil components were determined in cell suspension culture, the main essential oils were; Undecan (42.92%), Octane, 2,4,6-trimethyl (13.71%), Oxirane, 2-(1,1dimethylethyl)-3-methyl (9.84%), Limonene (6.69%) and Toluene (2.98%).

Chemical Composition of the Essential Oil from Hypericum patulum Thunb. Cultivated in Iran

Journal of Essential Oil Bearing Plants, 2014

The leaf essential oil of Hypericum patulum Thunb. cultivated in Iran was extracted by hydrodistillation method and its components were identified using GC and GC-MS. Forty-six components, 82.2 % of total essential oil composition, were characterized. Monoterpene hydrocarbons (62.2 %) and sesquiterpene hydrocarbons (11.6 %) were identified as the main fractions of the essential oil together with small amount of diterpens (0.3 %). The most abundant constituents were β-pinene (30.2 %), α-pinene(18.3 %), limonene (8.4 %) and α-humulene (2.3 %).

Essential Oil Composition of Eight Hypericum species (Hypericaceae) from Iran: Part II

Journal of Medicinal Plants and By-products, 2013

The genus Hypericum is one of the most important medicinal plants that contain 17 species in Iran, three of them are endemics. This paper reports the essential oil composition of eight Hypericum species from Iran. The essential oil analysis of a number of the studied plants has already been reported but their report from Iran may be valuable for scientists. Samples collected from different places between June and August 2010. The composition of the essential oils from Hypericum was investigated on the flower head. Essential oils were obtained by hydrodistillation method and analyzed by GC and GC/MS. The essential oil yield and composition in H. androsaemum L.: oil yields (0.17%) and major components were longifolene 19.2%, gurjunene 16%, and -gurjunene 8.4%, in H. apricum kar. \u0026 kir. oil yields (0.50%), and major components were cis-piperitol acetate 24.3%, p-cymenene 21% -pinene 8.3%; in H. armenum Jaub. \u0026 Spach oil yields (0.20%) and major components were -cadinene 30.6%, longifolene 10.4%, and E-nerolidol 7.4%; in H. asperulum Jaub. \u0026 Spach oil yields (0.05%), and major components were -muurolol 17.6%, cis-sesquisabienen hydrate 12.5%, and germacrene B 9.8%; in H. hirsutum L. oil yields (0.05%), and major components were germacrene B 29.2%, citronellyl propanoate 7.9%, and -gurjunene 7.5%; in H.linarioides Bosse oil yields (0.15%), and major components were (E, E)-farnesyl acetate 16.5%, cis-cadinene ether 12.7%, and 1-tridecene 5.7%; and in H. tetrapterum Fries oil yields (0.08%), and major components were trans-linalool oxide 22.3%, p-cymenene 6.2% and (E, E)-farnesyl acetate 6%, and in H. vermiculare Boiss. \u0026 Hausskn. oil yields (1.74%), and major components were -pinene 61%, myrcyne 6% and E--farnesene 5.3%.

A method for detecting the biosystematic significance of the essential oil composition: The case of five Hellenic Hypericum L. species

Biochemical Systematics and Ecology, 2005

We examined the importance of the constitutive terpenoids of five species of Hypericum native to the Greek mainland, Crete Island and the west Aegean. The species studied are Hypericum empetrifolium Willd. (sect. Coridium Spach), Hypericum rumeliacum Boiss. subsp. apollinis Robson & Strid, Hypericum perfoliatum L. (sect. Drosocarpium Spach), Hypericum triquetrifolium Turra and Hypericum perforatum L. (sect. Hypericum, subsect. Hypericum [Robson, N.K.B., 2001. Studies in the genus Hypericum L. (Guttiferae). 4 (1). Sections 7. Roscyna to 9. Hypericum sensu lato (part 1). Bull. Brit. Mus. (Nat. Hist.) Bot. 31, 37e88]).

Chemical Composition of the Essential Oils of Six Hypericum Species (Hypericaceae) from Iran

2012

The genus Hypericum is one of the most important medicinal plants that contain 17 species in Iran, three of them are endemics. This paper reports the essential oil composition of six Hypericum species from Iran. The essential oil analysis of a number of the studied plants has already been reported but their report from Iran may be valuable for scientists. Samples collected between June and August 2007. The composition of the essential oils from Hypericum was investigated on flower and leaf. Essential oils were obtained by hydrodistillation method and then were analyzed by GC and GC/MS. Main components obtained in H. dogonbadanicum (endemic of Iran) on flower were phenyl ethyl octanoate(29.0%), terpin-4-ol (20.0%), and -phellandrene (12.9%), and on leaf were -pinene (54.3%), -pinene (12.0%) and p-cymene (11.0%), in H. helianthemoides on flower were -pinene (55.9%), Z-ocimene (8.7%) and -pinene (7.5%), and in H. hyssopifolium on flower were -pinene (49.5%), -pinene (12.9%) and n-tetradecan (5.2%) and on leaf were E-nerolidol (21.0%), n-tetradecane (15.8%) and -himachalene(13.3%), in H. lysimachioides on flower were -pinene (55.0%), Z--ocimene (30.7%) and n-tetradecane (2.7%), in H. perforatumon flower were E--farnesene (14.7%), n-hexadecanal (9.1%) and E-nerolidol (7.8%), and in H. triquetrifolium on flower were n-tetradecane (21.3%), -himachalene (14.2%) and -pinene (10.7%), and on leaf were -himachalen (27%), n-tetradecane (25.7%) and n-pentadecane (7.0%).